On this date in 1941, Brooklyn gangster Pittsburgh Phil went to the Sing Sing electric chair.

The smart-dressed Pittsburgh Phil* — “Harry Strauss” to his parents or just plain “Pep” to his friends — was the most notorious contract killer of the Springsteen-worthy crime syndicate Murder, Inc.. He racked up an alleged body count well north of 100 — possibly several multiples of that figure — popping whomever some organized crime figure needed to be rid of. (Like this guy.)

Pep eschewed any single m.o., murdering with blades and bullets and garrotes and lungs full of water, and he rarely even carried a weapon lest it incriminate him on a chance arrest. Well did he know this tradecraft, for he beat no fewer than 17 prosecutions in New York. The man also took hit assignments all around the country, for other crime lords in cities whose patrolmen did not recognize him by name and reputation.

And fittingly, it took another assassin to kill him.

Fellow Murder, Inc. killer Abe “Kid Twist” Reles — a childhood buddy with whom he’d come up in the Prohibition crime world via Meyer Lansky‘s organization — got caught in the government’s sights and realized that his only probable purchase on life involved giving evidence against his mates.

We’ve seen that his testimony did in Frank Abbandando and Harry Maione, even though Reles had “fallen out of a window” before those goons sat in the mercy seat. Reles likewise gave up Pittsburgh Phil, who in Raymond Chandler’s was “electrocuted with a sneer on his face” on this date along with his fellow Murder, Inc. plugger Buggsy Goldstein.